282553
(1R,2S)-(−)-Norephedrine
99%
Synonym(s):
(1R,2S)-2-Amino-1-phenyl-1-propanol, L-(−)-Norephedrine
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About This Item
Linear Formula:
C6H5CH(OH)CH(CH3)NH2
CAS Number:
Molecular Weight:
151.21
EC Number:
207-755-7
UNSPSC Code:
12352116
PubChem Substance ID:
Beilstein/REAXYS Number:
2207678
MDL number:
assay
99%
form
solid
optical activity
[α]20/D −41°, c = 7 in 1 M HCl
mp
51-53 °C (lit.)
storage temp.
2-8°C
SMILES string
C[C@H](N)[C@H](O)c1ccccc1
InChI
1S/C9H13NO/c1-7(10)9(11)8-5-3-2-4-6-8/h2-7,9,11H,10H2,1H3/t7-,9-/m0/s1
InChI key
DLNKOYKMWOXYQA-CBAPKCEASA-N
Gene Information
rat ... Adra1a(29412), Adra1b(24173), Adra1d(29413)
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
235.4 °F - closed cup
flash_point_c
113 °C - closed cup
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Raz Krizevski et al.
Journal of ethnopharmacology, 114(3), 432-438 (2007-10-12)
Khat (Catha edulis Forsk., Celastraceae) is a perennial shrub that was introduced to Israel by Yemenite immigrants. Khat young leaves are chewed as a stimulant. The main stimulating active principles in this plant are the phenylpropylamino alkaloids (-)-cathinone [(S)-alpha-aminopropiophenone], (+)-cathine
John S Chappell et al.
Forensic science international, 195(1-3), 108-120 (2009-12-29)
A primary concern with the forensic analysis of the khat plant (Catha edulis) has been the need to preserve the principle psychoactive component, cathinone, which converts to the less-active substance, cathine, after harvesting. The loss of cathinone has serious legal
Hyeon-Kyu Lee et al.
The Journal of organic chemistry, 77(12), 5454-5460 (2012-05-25)
Each of the enantiomers of both norephedrine and norpseudoephedrine were stereoselectively prepared from the common, prochiral cyclic sulfamidate imine of racemic 1-hydroxy-1-phenyl-propan-2-one by employing asymmetric transfer hydrogenation (ATH) catalyzed by the well-defined chiral Rh-complexes, (S,S)- or (R,R)-Cp*RhCl(TsDPEN), and HCO(2)H/Et(3)N as